L-Tyrosine (BioDeep_00000000157)

 

Secondary id: BioDeep_00000229645, BioDeep_00000398091

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


Metabolite Card


(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid

Formula: C9H11NO3 (181.0738896)
Chinese Names: L-酪氨酸, 酪氨酸
Spectrum Hits: Top Source Homo sapiens(blood) 0.02%

Reviewed

Last reviewed on 2024-07-01.

Cite this Page

L-Tyrosine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/l-tyrosine (retrieved 2024-11-06) (BioDeep RN: BioDeep_00000000157). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Molecular Structure

SMILES: C1=CC(=CC=C1CC(C(=O)O)N)O
InChI: InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)

Description

Tyrosine (Tyr) or L-tyrosine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (–NH2) and carboxyl (–COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-tyrosine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Tyrosine is found in all organisms ranging from bacteria to plants to animals. It is classified as a non-polar, uncharged (at physiological pH) aromatic amino acid. Tyrosine is a non-essential amino acid, meaning the body can synthesize it – usually from phenylalanine. The conversion of phenylalanine to tyrosine is catalyzed by the enzyme phenylalanine hydroxylase, a monooxygenase. This enzyme catalyzes the reaction causing the addition of a hydroxyl group to the end of the 6-carbon aromatic ring of phenylalanine, such that it becomes tyrosine. Tyrosine is found in many high-protein food products such as chicken, turkey, fish, milk, yogurt, cottage cheese, cheese, peanuts, almonds, pumpkin seeds, sesame seeds, soy products, lima beans, avocados and bananas. Tyrosine is one of the few amino acids that readily passes the blood-brain barrier. Once in the brain, it is a precursor for the neurotransmitters dopamine, norepinephrine and epinephrine, better known as adrenalin. These neurotransmitters are an important part of the bodys sympathetic nervous system, and their concentrations in the body and brain are directly dependent upon dietary tyrosine. Tyrosine is not found in large concentrations throughout the body, probably because it is rapidly metabolized. Folic acid, copper and vitamin C are cofactor nutrients of these reactions. Tyrosine is also the precursor for hormones, including thyroid hormones (diiodotyrosine), catecholestrogens and the major human pigment, melanin. Tyrosine is an important amino acid in many proteins, peptides and even enkephalins, the bodys natural pain reliever. Valine and other branched amino acids, and possibly tryptophan and phenylalanine may reduce tyrosine absorption. A number of genetic errors of tyrosine metabolism have been identified, such as hawkinsinuria and tyrosinemia I. The most common feature of these diseases is the increased amount of tyrosine in the blood, which is marked by decreased motor activity, lethargy and poor feeding. Infection and intellectual deficits may occur. Vitamin C supplements can help reverse these disease symptoms. Some adults also develop elevated tyrosine in their blood. This typically indicates a need for more vitamin C. More tyrosine is needed under stress, and tyrosine supplements prevent the stress-induced depletion of norepinephrine and can help aleviate biochemical depression. However, tyrosine may not be good for treating psychosis. Many antipsychotic medications apparently function by inhibiting tyrosine metabolism. L-Dopa, which is directly used in Parkinsons, is made from tyrosine. Tyrosine, the nutrient, can be used as an adjunct in the treatment of Parkinsons. Peripheral metabolism of tyrosine necessitates large doses of tyrosine, however, compared to L-Dopa (http://www.dcnutrition.com). In addition to its role as a precursor for neurotransmitters, tyrosine plays an important role for the function of many proteins. Within many proteins or enzymes, certain tyrosine residues can be tagged (at the hydroxyl group) with a phosphate group (phosphorylated) by specialized protein kinases. In its phosphorylated form, tyrosine is called phosphotyrosine. Tyrosine phosphorylation is considered to be one of the key steps in signal transduction and regulation of enzymatic activity. Tyrosine (or its precursor phenylalanine) is also needed to synthesize the benzoquinone structure which forms part of coenzyme Q10.
L-tyrosine is an optically active form of tyrosine having L-configuration. It has a role as an EC 1.3.1.43 (arogenate dehydrogenase) inhibitor, a nutraceutical, a micronutrient and a fundamental metabolite. It is an erythrose 4-phosphate/phosphoenolpyruvate family amino acid, a proteinogenic amino acid, a tyrosine and a L-alpha-amino acid. It is functionally related to a L-tyrosinal. It is a conjugate base of a L-tyrosinium. It is a conjugate acid of a L-tyrosinate(1-). It is an enantiomer of a D-tyrosine. It is a tautomer of a L-tyrosine zwitterion.
Tyrosine is a non-essential amino acid. In animals it is synthesized from [phenylalanine]. It is also the precursor of [epinephrine], thyroid hormones, and melanin.
L-Tyrosine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
L-Tyrosine is the levorotatory isomer of the aromatic amino acid tyrosine. L-tyrosine is a naturally occurring tyrosine and is synthesized in vivo from L-phenylalanine. It is considered a non-essential amino acid; however, in patients with phenylketonuria who lack phenylalanine hydroxylase and cannot convert phenylalanine into tyrosine, it is considered an essential nutrient. In vivo, tyrosine plays a role in protein synthesis and serves as a precursor for the synthesis of catecholamines, thyroxine, and melanin.
Tyrosine is an essential amino acid that readily passes the blood-brain barrier. Once in the brain, it is a precursor for the neurotransmitters dopamine, norepinephrine and epinephrine, better known as adrenalin. These neurotransmitters are an important part of the bodys sympathetic nervous system, and their concentrations in the body and brain are directly dependent upon dietary tyrosine. Tyrosine is not found in large concentrations throughout the body, probably because it is rapidly metabolized. Folic acid, copper and vitamin C are cofactor nutrients of these reactions. Tyrosine is also the precursor for hormones, thyroid, catecholestrogens and the major human pigment, melanin. Tyrosine is an important amino acid in many proteins, peptides and even enkephalins, the bodys natural pain reliever. Valine and other branched amino acids, and possibly tryptophan and phenylalanine may reduce tyrosine absorption. A number of genetic errors of tyrosine metabolism occur. Most common is the increased amount of tyrosine in the blood of premature infants, which is marked by decreased motor activity, lethargy and poor feeding. Infection and intellectual deficits may occur. Vitamin C supplements reverse the disease. Some adults also develop elevated tyrosine in their blood. This indicates a need for more vitamin C. More tyrosine is needed under stress, and tyrosine supplements prevent the stress-induced depletion of norepinephrine and can cure biochemical depression. However, tyrosine may not be good for psychosis. Many antipsychotic medications apparently function by inhibiting tyrosine metabolism. L-dopa, which is directly used in Parkinsons, is made from tyrosine. Tyrosine, the nutrient, can be used as an adjunct in the treatment of Parkinsons. Peripheral metabolism of tyrosine necessitates large doses of tyrosine, however, compared to L-dopa.
A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin.
Dietary supplement, nutrient. Flavouring ingredient. L-Tyrosine is found in many foods, some of which are blue crab, sweet rowanberry, lemon sole, and alpine sweetvetch.
An optically active form of tyrosine having L-configuration.

L-Tyrosine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=60-18-4 (retrieved 2024-07-01) (CAS RN: 60-18-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
L-Tyrosine is a non-essential amino acid which can inhibit citrate synthase activity in the posterior cortex.
L-Tyrosine is a non-essential amino acid which can inhibit citrate synthase activity in the posterior cortex.

Synonyms

130 synonym names

L-Tyrosine, from non-animal source, meets EP, USP testing specifications, suitable for cell culture, >=99.0\\%; Benzeneethanaminium,a-carboxy-4-hydroxy-N,N,N-trimethyl-,inner salt,(as)-; Melanin synthesized from Tyr substrate catalyzed by tyrosinase for 6 hrs; 2-amino-3-(4-hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-Propanoic acid; 2-amino-3-(4-hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-Propanoate; L-Tyrosine, United States Pharmacopeia (USP) Reference Standard; Tyrosine, European Pharmacopoeia (EP) Reference Standard; L-Tyrosine, certified reference material, TraceCERT(R); Benzenepropanoic acid, .alpha.-amino-4-hydroxy-, (S)-; .alpha.-Amino-.beta.-(4-hydroxyphenyl)propionic acid; Benzenepropanoic acid, alpha-amino-4-hydroxy-, (S)-; Propanoic acid, 2-amino-3-(4-hydroxyphenyl)-, (S)-; alpha-Amino-4-hydroxybenzenepropanoic acid, (S)-; (S)-.alpha.-Amino-4-hydroxybenzenepropanoic acid; alpha-Amino-beta-(4-hydroxyphenyl)propionic acid; Propanoic acid, 2-amino-3-(4-hydroxyphenyl)-(S)-; 2-Amino-3-(4-hydroxyphenyl)propanoic acid, (S)-; (S)-alpha-amino-4-hydroxy-Benzenepropanoic acid; 2-Amino-3-(4-hydroxyphenyl)propanoic acid-(S)-; (S)-alpha-Amino-4-hydroxybenzenepropanoic acid; (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid; (-)-.alpha.-Amino-p-hydroxyhydrocinnamic acid; L-Tyrosine, Cell Culture Reagent (H-L-Tyr-OH); LEVODOPA IMPURITY, L-TYROSINE- [USP IMPURITY]; (S)-2-Amino-3-(p-hydroxyphenyl)propionic acid; (S)-2-Amino-3-(4-hydroxyphenyl)propanoic acid; alpha-Amino-p-hydroxyhydrocinnamic acid, (-)-; (2S)-2-amino-3-(4-hydroxyphenyl)propanoicacid; (S)-2-Amino-3-(4-hydroxyphenyl)propionic acid; (S)-alpha-amino-4-hydroxy-Benzenepropanoate; (-)-alpha-Amino-p-hydroxyhydrocinnamic acid; (S)-a-amino-4-hydroxy-Benzenepropanoic acid; L-Tyrosine, Vetec(TM) reagent grade, >=98\\%; (S)-alpha-Amino-4-hydroxybenzenepropanoate; (S)-Α-amino-4-hydroxybenzenepropanoic acid; (S)-a-Amino-4-hydroxybenzenepropanoic acid; (2S)-2-Amino-3-(4-hydroxyphenyl)propanoate; L-2-Amino-3-p-hydroxyphenylpropanoic acid; (S)-2-Amino-3-(p-hydroxyphenyl)propionate; N-ACETYLTYROSINE IMPURITY A [EP IMPURITY]; L-Tyrosine, reagent grade, >=98\\% (HPLC); (-)-a-Amino-p-hydroxyhydrocinnamic acid; (S)-a-amino-4-hydroxy-Benzenepropanoate; (-)-Α-amino-p-hydroxyhydrocinnamic acid; L-Tyrosine, SAJ special grade, >=99.0\\%; (-)-alpha-Amino-p-hydroxyhydrocinnamate; (S)-a-Amino-4-hydroxybenzenepropanoate; (S)-Α-amino-4-hydroxybenzenepropanoate; L-Tyrosine, Free Base - CAS 60-18-4; (-)-Α-amino-p-hydroxyhydrocinnamate; (-)-a-Amino-p-hydroxyhydrocinnamate; L-Tyrosine, BioUltra, >=99.0\\% (NT); DIETHYL1,3,5-BENZENETRICARBOXYLATE; LEVODOPA IMPURITY B [EP IMPURITY]; (S)-3-(4-HYDROXYPHENYL)ALANINE; Levodopa impurity, l-tyrosine-; (S)-3-(p-Hydroxyphenyl)alanine; beta-(p-Hydroxyphenyl)alanine; L-Tyrosine, Vetec(TM), 98.5\\%; 3-(4-Hydroxyphenyl)-L-alanine; IS_4-HYDROXYPHENYL-D4-ALANINE; L-Tyrosine non-animal source; L-Phenylalanine, 4-hydroxy-; L-Phenylalanine-4-hydroxy-; 4-Hydroxy-L-phenylalanine; TYROSINE [USP MONOGRAPH]; TYROSINE [EP MONOGRAPH]; L-Tyrosine, >=97\\%, FG; TYROSINE [ORANGE BOOK]; Tyrosine (L-Tyrosine); Benzenepropanoic acid; L-Tyrosine, monomer; L-TYROSINE [USP-RS]; Tyrosine [USAN:INN]; Tirosina [Spanish]; Tyrosine (USP/INN); Tyrosine, L-isomer; Tyrosine, L- (8CI); Tyrosine, L isomer; Tyrosinum [Latin]; L-Tyrosine (JP17); TYROSINE [WHO-DD]; L-TYROSINE [FHFI]; Benzenepropanoate; TYROSINE [VANDF]; L-TYROSINE [FCC]; L-TYROSINE [JAN]; L-Tyrosine (9CI); (S)-(-)-Tyrosine; TYROSINE [MART.]; plovamer-acetate; TYROSINE [INCI]; UNII-42HK56048U; TYROSINE [HSDB]; TYROSINE [USAN]; Tox21_111594_1; L-(-)-Tyrosine; Tyrosine (VAN); L-Tyrosine,(S); TYROSINE [INN]; TYROSINE [II]; para-Tyrosine; TYROSINE [MI]; para Tyrosine; (-) tyrosine; L-p-Tyrosine; Tyrosine, L-; L-[U-14C]Tyr; (L)-Tyrosine; Tox21_111594; (S)-Tyrosine; CAS-60-18-4; L Tyrosine; 42HK56048U; L-Tyrosine; p-Tyrosine; Tyrosinum; AI3-09055; -tyrosine; L-Tyrosin; L-TYR-OH; Tyrosine; H-Tyr-OH; tirosina; L-Tyr; H-Tyr; 2csm; tyr; Y; Tyrosine



Cross Reference

65 cross reference id

Classification Terms

Related Pathways

Reactome(0)

BioCyc(2)

PlantCyc(0)

Biological Process

75 related biological process reactions.

Reactome(0)

BioCyc(5)

WikiPathways(9)

Plant Reactome(0)

INOH(2)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(59)

PharmGKB(0)

4 organism taxonomy source information

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



Literature Reference

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